Holiday rentals with a pool in Cannon Beach

Beautiful bungalow, 5 minute walk to the beach

Step into Nantucket style comfort at the beautiful Barefoot Bungalow at Olivia Beach (1500 sq. ft.). Enjoy the well-appointed, modern, single level living space. Walk the secure neighborhood with its beautiful park, private seasonal pool and fitness center. Relax to the soothing sound of the ocean from the deck. Short 10 minute walk to magical Olivia Beach. Centrally located to many restaurants, parks and activities. Note: One of the bedrooms is a sleeping loft with 2 single beds. See photos.

Beach Access-Ground floor studio-Oceanfront patio!

Unit 108 is a privately owned studio condominium with incredible ocean views and a ground-level patio to enjoy the ocean breeze. This space can comfortably sleep up to 4 on a Queen bed and sleeper sofa. Take advantage of a fully stocked kitchenette, with full-sized appliances and a small dining table to enjoy an oceanfront dining experience from the comfort of your condo. The central location, the nearby attractions, and the beach access right outside add the perfect touch to your adventure!

The Grey Lady - A Serene Oceanview Coastal Getaway

Please see below for some important updates. Welcome to The Grey Lady. Inspired by the upscale, yet laid back charm of fog-swept Nantucket, the other Grey Lady, this escape welcomes you to have a uniquely designed getaway as you watch the waves. With modern amenities softened by nautical accents, this home tells a story that sets it apart from other rentals and gives guests a one of a kind experience. Relaxing and light with touches of cozy moodiness - The Grey Lady beckons you to the coast.

Betta’s Cove: 10 steps from the sand

This extra large Sea Gypsy Condo is a ground-level, 2-bed, oceanfront suite with master bedroom and two full baths. At 825 square feet, Betta's Cove is the largest unit on the ground floor and offers lots of space for you and your family to enjoy the ocean view. You're just ten steps away from the sand or the indoor saltwater pool and sauna. The ocean and the D River are right outside, and it’s a short walk up the beach to the tide pools. You’ll love the comfort and coziness of our condo!

The Whale Pod - Watch whales here!

Luxury oceanfront condominium with a stunning million dollar ocean view master bedroom with king size bed, master bath tub and separate shower. Second bedroom with Queen size bed and full bath. We offer a third room with a bunk bed for children. The property accommodates 4 adults and 2 children comfortably. All bedding, bath towels and kitchenware included. Washer/dryer in unit. The kitchen is fully stocked with cookware and utensils. City of Depoe Bay Business license #454

Cannon Beach Condo Ocean Views 1.5 Blocks to Beach

Savor breathtaking ocean and Haystack Rock views from this top-floor coastal haven, just 1.5 blocks from the beach. Two spacious decks offer perfect spots for morning coffee or sunset drinks, while the fully-equipped kitchen makes entertaining a breeze. Located next door to Fresh Foods Market, this dog-friendly condo welcomes up to two pets (flat $75 fee). Whether beachcombing or unwinding to the sound of waves, this retreat promises the perfect Cannon Beach escape.

Sandcastle Condo Loft

Location, space and convenience - This condominium located in the quiet south end of Cannon Beach and a short block to the beach has an ideal location. The large two story unit features a private bedroom on the main level with living area, fireplace, dining area, full kitchen, bathroom, laundry and deck with gas grill. Upstairs is a spacious loft bedroom with king bed a full bath and an alcove room perfect for kids as well as a 2nd floor private deck.

Chic Oceanfront Condo - Top Floor - Fireplace!

'Diamond in the Reef' is a sophisticated condo that is perfect for an exclusive coastal getaway. The alluring kitchen is fully equipped with everything you will need. This condo has two full bathrooms and sleeps up to four by way of a king bed with additional sleeping in the living area by way of a queen-size sleeper sofa. Heads up! Construction begins August 2025 at Surftides Plaza. Expect daytime noise and on-site disruptions.

Soul Reefresher - Third Floor - Beachfront Condo

Sea Gypsy No. 324, which we call "Soul Reefresher," is a third-floor condo that enjoys an incredible view of the coastline. It sleeps 4 up to four people by way of a king bed in the bedroom, and Queen Murphy bed in the living room, with a full kitchen and two bathrooms.